can not be prepared by -- A+ PhMgX
- B+
- C+
- D+
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Correct answer: D
We need to identify which reagent pair cannot prepare the same alcohol.
1. General rule: Grignard addition to carbonyl compounds
Grignard reagents add to carbonyl compounds, and after hydrolysis:
- Aldehyde or ketone carbon gets attached to the alkyl/aryl group of Grignard reagent.
- The carbonyl carbon becomes the carbon bearing the group.
So, for each option, let us write the alcohol formed.
2. Evaluate each option
Option A:
The ketone is (2-butanone).
Addition of gives: So the product is:
Option B:
The ketone is acetophenone, .
Addition of gives:
This is the same alcohol as in A.
Option C:
The ketone is propiophenone, .
Addition of gives:
Again, this is the same alcohol.
Option D:
Formaldehyde with a Grignard reagent gives a primary alcohol of the form:
Here , so product is:
This is a primary alcohol, not the tertiary alcohol formed in A, B, and C.
3. Conclusion
Options A, B, and C all give the same tertiary alcohol:
Option D gives a different primary alcohol:
Hence, the required alcohol cannot be prepared by D.
4. Comparison with stored answer
Stored correct answer: D
My derived answer: D
So, the derived answer agrees with the stored answer.
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